Dog Boarding Cheswood Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Cheswood Park, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I absolutely love Ms. Rita. Thank you so much for taking care of my fur baby Kash! He just felt right at home with her in just minutes of meeting her for the first time. Her home was very comfortable for pets. Love it!”

“As my best friend has gotten older and developed health issues, it’s so comforting to know he’s being cared for by such wonderful people. Trust is priceless, and I completely trust Heather and David”

About: I am a dedicated pet owner with hands-on experience caring for dogs and cats of all ages and personalities. I currently care for my two dogs, Nova and Willow, and my cat, Grimm. I have experience with puppies, senior pets, administering medications, and pets with special needs. I understand that every pet is unique and deserves individualized attention, patience, and love. Whether your pet enjoys playtime, walks, cuddles, or a quiet place to relax, I strive to provide a safe and comfortable environment where they feel at home. I treat every pet as if they were my own and provide regular updates and photos so owners can have peace of mind while away. I’m currently a Full Time Stay At Home Mom with my little boy. I’d love to take care of your pets and I have all the time in the world to give them some love and attention too! Whether your pet enjoys playing, exploring, snuggling on the couch, or simply having a calm companion nearby, I’ll make sure they receive the attention and care they deserve. I look forward to meeting you and your beloved pets!
“Mrs. Bonnie was absolutely great! I can tell my babies were well taken care of and had fun too! She sent pictures and updates daily which brought me ease. She has definitely gained repeat customers!”

About: I've had furry companions (dogs, cats, guinea pigs) since I was a child. I went from only taking care of them at home, to working at a no-kill shelter, to now working as a petsitter/dogwalker while I moonlight at a pet food store— so my care also comes with little goodies like treats and toys!🤗 My day current job has very little hours, allowing me the flexibility to work my schedule to fit all pet parents that would need me I am comfortable with crating and handling dogs of various sizes and temperaments. I also have experience with managing the time it takes to clean an area and be attentive to a pup or kitten.
“Nicky was great with my pups! I was in a pinch and needed someone right away. She was so accommodating, patient, and flexible. She sent pictures daily and eased my anxiety of having my pups somewhere new. I would definitely rebook.”

“Thank you, Amy! Our Bella was well cared for with Amy. Although Bella took a while to adjust, I knew Amy would love on her and give her all the hugs 🥰. Amy was in constant contact with us, and that really put our minds at ease. Highly recommend Amy!”

“Kelly was so great with my dog Teddy! She sent lots of videos of him having fun with her dogs and playing fetch. My travel plans were upended at the end of his stay but she was able to work with me. Teddy was happy and exhausted by the end of his stay.”
“Sophia was absolutely amazing with Prissy! From the moment I met her, I felt completely at ease leaving my fur baby in her care. Sophia went above and beyond to make sure Prissy was happy and comfortable, even during a horrible storm. And her dog, Tucker was the best companion for my Prissy! Sophia sent me regular updates with pictures and videos, which really helped ease my mind while I was away. Prissy came home happy and clearly well-cared for. I highly recommend Sophia to any pet owner looking for a loving and responsible sitter. You won't be disappointed!”

“Ms. Shalesa did an amazing job caring for my puppies! From the moment we met, I could tell she genuinely loves animals, and that gave me peace of mind. She kept me updated, treated my pups like they were her own, and they came home happy, healthy, and well cared for. She’s professional, reliable, and has such a warm personality that makes the whole experience even better. It’s easy to see why pets are comfortable around her. I wouldn’t hesitate to book with her again, and I’d definitely recommend her to anyone looking for someone they can trust with their furry family members. Thanks again, Ms. Shales you’ve definitely earned a repeat customer!”

“We're so thankful to have found Ashlyn to board our cat Leo when we had to take a last minute trip out of state. She made herself very available and willing to help when our dates were tentative; when we had to stay longer, she reduced the stress by again being flexible and completely willing to keep him for us... And to even go pickup more food for him, if needed! She was great about sharing photo updates and expressed enjoyment in keeping him, which just made us feel like our boy was being well cared for and loved on. Communication was great throughout. We highly recommend Ashlyn for boarding and would not hesitate to have her keep our pet!”

“Keyshon was very flexible with booking and kept me updated throughout the day by sending pictures of Bruno! Her sweet dogs were great company for my toy poodle, especially since he doesn’t have many small furry friends to play with. I truly appreciate her and would definitely recommend her!”

“Holly was a fantastic sitter for our greyhounds. Right from the meet and greet, her professionalism and understanding of our dogs’ routines made us feel comfortable. She communicated brilliantly, sending photo updates regularly, which meant we didn’t have to worry while we were away. Her care was a stark contrast to our previous boarding experiences. Our dogs enjoyed a homely environment, with plenty of relaxation and outdoor time, just like they’re used to. They came back home happy and stress-free, without the usual kennel smell or discomfort. Holly is now our preferred sitter on Rover. Highly recommend her for anyone looking for peace of mind with their pets!”

“WE LOVE MARY PEYTON! It was such a relief to be able to enjoy our vacation knowing our Pinky girl was well taken care of! We got regular updates and pictures of our girl and Mary Peyton even bathed her, trimmed her nails and cleaned her ears! She will definitely be our go-to girl from now on when we go out of town! Thank you, MP! You're the best!”


About: As a pet owner, I am very aware of the responsibilities we tend to neglect during our working hours or general time away from home. Whether it be exercise, bathing, bathroom breaks, or just tender love and care; I can provide services to assist. I will cater to each and every pet's needs per request and be sure to fulfill those duties professionally. I have worked with a variety of cats, dogs, birds, and other mammalian household pets. With my experience I can assure you quality care and prompt work to ensure a great bond between myself, pet owner, and pet. I am absolutely committed to excellence in pet sitting. I wish to provide the best care with love that your pets need and deserve!
“Brittany and her family were truly one of a kind! Ace felt right at home with them and her son young son Everest! I think he and Ace would call eachother on FaceTime every night from here on out if Ace had thumbs 🐾 LOL! 10 out of 10 we’ll be back again!”

“Absolutely amazing! Went above and beyond. We know our sweet Ella was more than loved on while we were away. Sent several pictures everyday and updates. Couldn’t have asked for anyone better!”

“Tiera was really great with Zola ! She sent pictures during my vacation, took Zola for walks, and even introduced Zola to some doggy friends! I would definitely use Tiera in the future.”
About: I’ve taken care of dogs ever since a little girl. I enjoy the love and cuddles I get to share with all animals. I ensure your pet will receive love and care whenever they are in my hands! I’m currently working a part time job at a vet clinic, so weekends, Tuesdays and Thursdays, and any time after 6:30 on M, W, and F will be my availability. I have a wide backyard for extra play time. I have two friendly fur babies who can be a companion if needed. I can also work with training and Crait training if needed.
The median cost per night for dog boarding in Cheswood Park is $35
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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